Triethylamine → [(7R,8aS)-7-[(5-cyclopropylpyrazin-2-yl)oxy]hexahydropyrrolo[1,2-a]-pyrazin-2(1H)-yl][4-fluoro-3-(trifluoromethyl)phenyl]methanone

HRID 1184562Notes

Reaction equation

HRID 1184562 reaction equation
[CH:1]1([C:4]2[N:5]=[CH:6][C:7]([O:10][C@H:11]3[CH2:19][N:14]4[CH2:15][CH2:16][NH:17][CH2:18][C@@H:13]4[CH2:12]3)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.C(N(CC)CC)C.[F:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](Cl)=[O:33])=[CH:30][C:29]=1[C:37]([F:40])([F:39])[F:38]>ClCCl>[CH:1]1([C:4]2[N:5]=[CH:6][C:7]([O:10][C@H:11]3[CH2:19][N:14]4[CH2:15][CH2:16][N:17]([C:32]([C:31]5[CH:35]=[CH:36][C:28]([F:27])=[C:29]([C:37]([F:40])([F:38])[F:39])[CH:30]=5)=[O:33])[CH2:18][C@@H:13]4[CH2:12]3)=[N:8][CH:9]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1442534-Fluoro-3-(trifluoromethyl)benzoyl ChlorideHCID 86680449(7R,8aS)-7-[(5-cyclopropylpyrazin-2-yl)oxy]octahydropyrrolo[1,2-a]pyrazine

Product 1

HCID 71547895[(7R,8aS)-7-[(5-cyclopropylpyrazin-2-yl)oxy]hexahydropyrrolo[1,2-a]-pyrazin-2(1H)-yl][4-fluoro-3-(trifluoromethyl)phenyl]methanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Example 54F (47 mg, 0.18 mmol) and triethylamine (27 mg, 0.27 mmol) in dichloromethane (1 mL) was added 4-fluoro-3-(trifluoromethyl)benzoyl chloride (49 mg, 0.216 mmol). The mixture was stirred at room temperature for 3 hours.

Sources & evidence

ORD record
ord-ed77c53ad7e24e8494074d46ec844ff0
Source dataset
uspto-grants-2014_03
Patent number
US08669255B2

Reaction notes

Loading…